反应详情

温度

-20 °C

Under nitrogen, oxalyl chloride (58 μl, 0.657 mmol) was dissolved in MeCN (0.5 ml) and cooled to −20° C. DMF (25 μl, 0.329 mmol) was added and the reaction mixture was stirred for 15 minutes. Potassium 5-carboxytetrazol-1-ide (50 mg, 0.329 mmol) was added and the reaction mixture was stirred for a further 20 minutes. A suspension of 3,5-dichlorobenzyl 4-(2-aminoethyl)piperidine-1-carboxylate (Example 3, step 1) (109 mg, 0.329 mmol) and pyridine (32 μl, 0.394 mmol) in MeCN (2 ml) was added and after warming to RT, the reaction mixture was heated at reflux for 1 hr then was allowed to cool. The mixture was evaporated under reduced pressure and the crude product was purified by preparative LC-MS. The product fractions were evaporated under reduced pressure and the residue was partitioned between EtOAc and water. The organic layer was separated, dried over MgSO4 (anh), filtered and evaporated under reduced pressure to afford the title product.

1. stirringthe reaction mixture was stirred for a further 20 minutes
2. additionwas added
3. temperatureafter warming to RT
4. temperaturethe reaction mixture was heated
5. temperatureat reflux for 1 hr
6. temperatureto cool
7. customThe mixture was evaporated under reduced pressure
8. customthe crude product was purified by preparative LC-MS
9. customThe product fractions were evaporated under reduced pressure
10. customthe residue was partitioned between EtOAc and water
11. customThe organic layer was separated
12. dry with materialdried over MgSO4 (anh)
13. filtrationfiltered
14. customevaporated under reduced pressure